Fall and Winter Island Retreat - Peaks Island Cottage
House in Peaks Island, ME
4 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valuePrice for this property is higher than average in the area
Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more
About this house rental
Escape to the serene beauty of Peaks Island this fall and winter and enjoy discounted rates on a cozy, year-round retreat! Originally built in the 1890s and recently renovated, this charming cottage features an open floor plan with stunning views of Casco Bay. It’s the perfect spot to unwind, with a large master bedroom on the second floor and a Murphy bed on the first, making it ideal for up to 4 guests.
Savor the crisp coastal air and vibrant fall foliage, or experience the peaceful, snow-covered landscape during the winter months. The fully stocked kitchen with a gas stove invites you to cook hearty meals, while the back courtyard and grill offer a spot for cool-weather barbecues. As the day winds down, gather around the campfire, sip hot cocoa or wine in the Adirondack chairs, and enjoy the slower pace of island life.
Modern amenities like wireless internet, a washer and dryer, split air conditioning, and hardwood floors throughout provide all the comforts of home. Whether you’re exploring by foot, bike, or golf cart, Peaks Island is an enchanting escape no matter the season. Take advantage of special off-season rates and treat yourself to a quiet getaway this fall and winter!
Savor the crisp coastal air and vibrant fall foliage, or experience the peaceful, snow-covered landscape during the winter months. The fully stocked kitchen with a gas stove invites you to cook hearty meals, while the back courtyard and grill offer a spot for cool-weather barbecues. As the day winds down, gather around the campfire, sip hot cocoa or wine in the Adirondack chairs, and enjoy the slower pace of island life.
Modern amenities like wireless internet, a washer and dryer, split air conditioning, and hardwood floors throughout provide all the comforts of home. Whether you’re exploring by foot, bike, or golf cart, Peaks Island is an enchanting escape no matter the season. Take advantage of special off-season rates and treat yourself to a quiet getaway this fall and winter!
Amenities
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Map of Peaks Island, ME
$$$$
Ratings and reviews
10.0 / 10.0
A perfect, peaceful cottage that was clean and comfortable. My husband and I enjoyed our week. Highly recommend.
10.0 / 10.0
We had a great time staying at the cottage! The hosts were very attentive and quick to respond back. There are cameras at the front and back which can feel a little invasive at first, but we got used to them pretty quickly. We loved that we could play games, read, and just hang out with a beautiful view of the ocean, especially from the second floor windows! The security deposit was kinda steep but the house was beautiful and in a perfect location!
10.0 / 10.0
Unlike most VRBO type rentals thatdon't quite live up to the photos, the pictures of this house don't do it justice. In a word, exquisite.
10.0 / 10.0
Peaks Island Hapoy Place is a lovely cottage with lots of amenities. Although is dates back to the 1809’s it is modernized and high tech. A lovely place to spend time.
10.0 / 10.0
We have travelled to Peaks Island each summer for about 15 years and this is one of the premier homes that we have rented. The completely renovated home offers plenty of natural light and open space. The location makes for easy access to TEIA but is not in a high traffic area (busy season). The water view and outdoor furniture are great for evening dinners. Will definitely pursue this property for next year.
10.0 / 10.0
Very nice , clean and comfortable !!
10.0 / 10.0
What an adorable house. We booked this house for our wedding week and used it for my girls and I to get ready the morning of our wedding. My parents own a house down the road and it was really nice staying in a new house on the island. We were very happy and comfortable there. The house is full of windows so there's a ton of natural light coming in. The couch isn't the comfiest but you shouldn't be spending much time on it if you're here for vacation! Check in was easy. There are two bikes outside and a fire pit. It was a perfect week. Thank you!
10.0 / 10.0
We had a wonderful 2 wk stay at Our Happy Place! This cozy home had everything we needed.
We Uber'd from airport to ferry and used the 2 bikes as our main transportation for our stay (kids brought bikes) and we never rented a car.
This area is relatively active in the summer with cyclists, walkers, and golf carts and the neighbors enjoy keeping up their landscaping in the am, so we were thankful to be able to shut the windows and use AC in the mornings to sleep in!
We really enjoyed the Adirondack chairs out front and beautiful water views! No problems with water pressure or hot water. Super thankful for the washer/dryer and dishwasher that were all working well and in pristine condition (there is no longer a laundromat on Peaks).
We thoroughly enjoyed Centennial Beach (nearby property owners have a "private beach" sign posted in an attempts to keep tourists away, but it is NOT private, so don't let that scare you. Everybody has a right to enjoy the ocean and the City has a ROW from Island Ave straight down to the water :) )
We had a few minor questions and the owners were super fast to respond!
We've been coming to Peaks since the early 2000's and this might've been our favorite home that we've stayed at! Would 100% book again!
10.0 / 10.0
My wife and our now 1 1/2 year old returned for another vacation at this property. We loved the property so much last year that we decided to return. It’s the perfect size and location for my family. Would happily return a 3rd time.
8.0 / 10.0
We enjoyed the Cottage, it was very pleasant.
But, we had an issue with the cameras being on in the front yard and back yard during our stay. We felt like this was very intrusive.
We were asked to wash and dry the towels we used and to take our trash to the transfer station before we left. We thought with the price we were paying for cleaning that this should not have been our responsibility.
Also the charcoal grill out back was a filthy mess and we did not even want to use it.
10.0 / 10.0
Fantastic! Thank you
10.0 / 10.0
Never visited Peaks Island before nor stayed on an island. The cottage was high style.....my wife and i felt like we spent our 40th anniversary in a Hallmark movie!
10.0 / 10.0
This was a sweet cottage. Clean with everything you need. So open and bright. Since Oct visit this year, chilly one morning so the heating unit was a great bonus. Also loved the entry system, made it easier not worrying about key.
10.0 / 10.0
While the weather was a bit rainy, the house was a welcome refuge. We loved the location and the amenities.
10.0 / 10.0
We had such a wonderful week on Peaks! My husband and I absolutely loved this sweet home and it was the perfect space to both prepare for and decompress after our island wedding. The house was peaceful, well appointed, clean, and cozy. Lorna was wonderful about communicating and even accommodated our request to extend our stay when we wanted to squeeze in one last sunny day on the island. Thank you for making the best week of our lives even better!!
5.0 / 10.0
What a great stay. My wife and I spent the month of August in this nicely updated one bedroom cottage. I worked remotely part of the time - wifi is strong and reliable. And I had a great view of the water across the street the whole time. We enjoyed the fire pit out front, rode our bikes into town for coffee in the morning, and woke up to a view of the water from our bed each morning. It even has AC for when the temps get a bit too much. Dishwasher, washer/dryer make things easier for a longer stay. We recommend this beautiful cottage unreservedly.
10.0 / 10.0
This was a great place to relax, sit outdoors, bike into town, explore the island. I love Peaks Island and wanted a place I could stay for awhile by myself. This was perfect. I especially loved the kitchen and all the cookware there. Peaks Island and Portland have amazing restaurants, but I also cooked for myself. On the days that I didn't feel like adventuring much, I enjoyed some quite time on the back patio. Was shaded and very relaxing.
10.0 / 10.0
Lovely stay
I’m a long-time renter on Peaks Island and this place is hands down my favorite. My wife and I needed a place just for us and a 9-month old and this was perfect. I’d highly recommend it if it’s just 2 of you or with small children. We’re looking forward to returning next year.
10.0 / 10.0
Perfect stay!
We had a great time on Peaks! the house was clean and well appointed, would highly recommend!
10.0 / 10.0
Great Family Friendly Location
We had a great week on Peak’s! Property was perfect for our family of 4. Location was perfect. Quiet with great views. Lorna was a great host. Would book again.
10.0 / 10.0
Great
Great
10.0 / 10.0
Nice little house
House was clean and well maintained. Everything was as listed in the description. The house is situated in a very quiet side of the Island but easy ride/walk to the ferry dock area. We stayed a week and made couple of visits to Portland for meals and some shopping
10.0 / 10.0
Perfect break away
I’m Rate this rental 💯! Very clean has everything you need. Very peaceful island Would come back definitely. Make sure you take note local food store shuts it has every thing you need. Also get to ferry a bit earlier than you think if bringing car back and forth
10.0 / 10.0
Great space, great location
Perfectly situated on Island Avenue, with a beautiful view of the water. The house itself was cozy and well-kept. We'll definitely be coming back.
10.0 / 10.0
Clean, bright and FAB kitchen
Although we ate at the Cockeyed Gull and Island Lobster Company which were FANTASTIC we did cook in a few nights and the kitchen is perfect, wide open, gas range and more than one person could be in kitchen. Martinis on the front lawn EACH might watching the sunset was a highlight. The glass windows on the first floor and upstairs made the place bright and airy. If you like to cook, like a modern environment and great sunsets I would recommend this place.
10.0 / 10.0
Perfection
This was perfection. All you need for a great vacation.
Went to family wedding and all the relatives were envious of our accommodations. The family has owned a place on Peaks for over 100 years and we go almost every summer. I fear my other relatives will try to steal the place away from us.
The craftmanship in the dwelling was first class...someone really cared!! Truly hope to stay here again!
10.0 / 10.0
Peaceful, well-appointed home with a fantastic view
This is a beautifully maintained property that has been thoughtfully planned. The wall colors; the wood and stone accents; the decor; the abundance of natural light; the well-equipped kitchen; the bed and bedding; and plenty of comfortable seating (indoor and out) make this place a winner. The view was incredible as well. My husband and I stayed her while visiting our daughter and son-in-law who live in Portland. Our daughter stayed one night on the double-sized Murphy bed.
Excellent view.
10.0 / 10.0
Peaks Island August 2021
The house and location were great! House had everything we needed. Great sunsets as well. We’ve been coming to peaks for years but never stayed in this section of the island. Would definitely rent this house again.
10.0 / 10.0
Charm with a modern twist
The cottage was built in late 1800’s but has been thoroughly modernized. It is small but with the open flour plan and windows everywhere it seems larger. It has a good view of Casco Bay and Portland in the distance. It has many extras and most everything you need. We spent six weeks there Ann’s because we are over packers. The lack of storage space provided a challenge. The owners were very quick to respond to questions.
10.0 / 10.0
Great location!
This was a great space for our family and we had a relaxing week on Peaks. We liked being toward the back of the island. There was easy access to Evergreen Landing and Centennial Beach with sunset views. Also, a short walk to the back shore. We were visiting family that lives on the island so did not take full advantage of the great outdoor space in the front and back of the house.
10.0 / 10.0
Wonderful time at Peaks Island
The cottage was immaculate. It was just the right size for us and in a very quiet part of the island. Thank goodness it had air conditioning because it was hot the first couple of days. The granddaughter got a kick out sleeping in the Murphy bed and, hey, the bed upstairs was comfortable too. The nicest place we have stayed on the island.
10.0 / 10.0
Ideal Hideaway From City Life
Very well kept up property with great views of the sunset and Portland skyline. Comfortable for two with room to entertain outdoors for more friends. Very peaceful part of Peaks Island (away from the crowds and noise). Would go again! This was our first VRBO experience and so it's very encouraging for future get-aways.
10.0 / 10.0
Slice of Heaven
We had an amazing stay at Lorna's home. The space is updated, clean, and well-appointed, and there's plenty of room outside to enjoy the peacefulness of Peaks. The house is in super close walking distance to Centennial Beach and to the Ocean side of the island, so you have the best of both worlds. And if you want to get around the island a little quicker, there are bikes available for use, as well. We would absolutely come back to this beautiful space and would recommend it highly to anyone looking for a peaceful getaway!
10.0 / 10.0
Great getaway
Fun relaxing trip. Can’t wait to go back... awesome views from the house.
10.0 / 10.0
Great spot!
We had a super relaxing week on Peaks Island - highly recommend for some R&R. A great balance of being close to Portland (~15min ferry) for awesome restaurants and plenty to do with the relaxing peacefulness of Peaks' Island. Beautiful / brand new house and super easy check in / check out procedures - everything we needed for a great week away. We will be back!
10.0 / 10.0
Excellent property, Excellent Location, Excellent Vacation!
If you’re looking for a quaint cottage with all the modern amenities on the quiet (sunset) side of Peaks, with access to the seclusion of Evergreen Beach, this is the place for you.
Kitchen is well stocked, plenty of paper products, and a great patio our back to grill and chill. Bathroom is all you need to clean up after a long day on the water or on the beach. Upstairs loft has a comfortable bed with spectacular views of the water. A/C (if needed) works great too.
Plenty of natural light and space for 2. Murphy bed in the living room for a guest or two as well. Fire pit with plenty of chairs in the front is an amazing spot to watch the sunset and entertain, as well as the back patio.
The location is one of the best in the island. Quiet, excellent views, and close bike ride to everything you need.
Wanna get away? Here’s the place to go. Oh, and did I mention the sunset views?
10.0 / 10.0
Compact, cozy and up to date
Attractive cottage with great views of the bay in a quiet, friendly neighborhood. It was a great place for the two of us.
10.0 / 10.0
Perfect island getaway!
This house was perfect for the two of us—we had an amazing time on Peaks Island! We were wowed by the house's cleanliness and beauty. We were on a working vacation, and the spacious seating areas, multiple tables, and fast wifi allowed us to get our work done so we could enjoy the island. The back patio's many seating options were useful and comfy, and the fire pit out front provided a great spot to hang out and watch the boats on the water. There were gorgeous views of the water from the house's many windows as well, and from the comfy bedroom. We spent a lot of time cooking, and the kitchen was fully stocked with every cooking item we could need. We used the charcoal grill in the back often. The house was also extremely high-tech with an amazing security system, all the appliances seemed new, and the TV system was wonderful. Peaks Island was a great spot for long walks, swimming on the beach near the house, and going into Portland for outdoor dining and sea kayaking. Although we drove onto the island, the ferry was a nice walk from the house, and we went back and forth to the mainland on foot multiple times during our stay. I can't recommend this house highly enough!
FAQs
How much does this house cost compared to others in Peaks Island?
The average price for a rental in Peaks Island is $431 per night. This rental is $187 less expensive than the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Fall and Winter Island Retreat - Peaks Island Cottage. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Fall and Winter Island Retreat - Peaks Island Cottage pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Fall and Winter Island Retreat - Peaks Island Cottage?
We found 9 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, parking, and laundry.
Explore similar vacation rentals in Peaks Island
Explore all rentals in Peaks IslandPeaks Island travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu
Keep exploring
- Kauai Villas
- Orlando Villas
- Kiawah Island Villas
- Miami Beach Villas
- Kissimmee Villas
- North Naples Villas
- Florida Keys Villas
- Phoenix Villas
- Los Angeles Villas
- St Petersburg Villas
- Palm Desert Villas
- Miami Villas
- Las Vegas Villas
- Venice Villas
- Key West Villas
- Palm Springs Villas
- Lake Tahoe Villas
- Hollywood Hills Villas
- Seabrook Island Villas
- South Lake Tahoe Villas
- Pocono Mountains Villas
- Scottsdale Villas
- Myrtle Beach Villas
- Hilton Head Island Villas
- Marco Island Villas
- North Miami Villas
- Sanibel Island Villas
- West Palm Beach Villas
- Fort Myers Beach Villas
- Haines City Villas
- North Las Vegas Villas
- Destin Villas
- Lake Tahoe Cabins
- Ruidoso Cabins
- Blue Ridge Cabins
- Estes Park Cabins
- Lake George Cabins
- Eureka Springs Cabins
- Branson Cabins
- Lake of the Ozarks Cabins
- Lake Arrowhead Cabins
- Lake Texoma Cabins
- Canyon Lake Cabins
- Sevierville Cabins
- Flagstaff Cabins
- Colorado Springs Cabins
- Hot Springs Cabins
- Bass Lake Cabins
- Buffalo River Cabins
- Possum Kingdom Lake Cabins
- Chattanooga Cabins
- Nashville Cabins
- Wears Valley Cabins
- Cloudcroft Cabins
- Deep Creek Lake Cabins
- Mammoth Lakes Cabins
- Anna Maria Islands Rentals
- Outer Banks Vacation Rentals
- Rosemary Beach Rentals
- Holden Beach Rentals
- Hilton Head Vacation Rentals
- Topsail Beach Rentals
- Kiawah Island Rentals
- Panama City Beach Rentals
- Ocean Isle Beach Rentals
- Folly Beach Rentals
- Dauphin Island Rentals
- Rehoboth Beach Rentals
- Bethany Beach Rentals
- Cape Cod Rentals
- 30A Rentals
- Seaside Florida Rentals
- Edisto Beach Rentals
- Fort Myers Beach Rentals
- Miramar Beach Rentals
- Port Aransas Rentals
- Emerald Isle Rentals
- Orange Beach Rentals
- Surfside Beach Rentals
- Hampton Beach Rentals
- Assateague Island Rentals
- Jacksonville Beach Vacation Rentals
- North Shore Vacation Rentals
- Ogunquit Vacation Rentals
- North Redington Beach Rentals
- Lido Key Vacation Rentals
- Sea Colony Rentals
- Pass A Grille Vacation Rentals
- Blue Ridge Mountain Rentals
- Vail Lodging
- Jackson Hole Lodging
- Winter Park Lodging
- Telluride Lodging
- Big Sky Rentals
- Aspen Lodging
- Park City Rentals
- Steamboat Springs Lodging
- Breckenridge Rentals
- Lake Tahoe Rentals
- Copper Mountain Lodging
- Mammoth Mountain Lodging
- Beech Mountain Rentals
- Crested Butte Rentals
- Sun Valley Lodging
- Keystone Lodging
- Taos Lodging
- Sugar Mountain Cabins
- Beaver Creek Lodging
- Deep Creek Lake Rentals
- Smith Mountain Lake Rentals
- Ocean Lakes Rentals
- Lake Anna Rentals
- Torch Lake Rentals
- Lake Winnipesaukee Rentals
- Norris Lake Rentals
- Lake Gaston Rentals
- Canyon Lake Rentals
- Lake Oconee Rentals
- Lake Wallenpaupack Rentals
- Lake Martin Rentals
- Lake Havasu Rentals
- Lake of the Ozarks Rentals
- Lake Michigan Vacation Rentals
- Lake Chelan Rentals
- Finger Lakes Rentals
- Lake Keowee Vacation Rentals
- Lake Conroe Rentals
- Lake Erie Vacation Rentals
- Lake Austin Vacation Rentals
- Sebago Lake Rentals
- Lake Tillery Rentals
- Keuka Lake Rentals